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Wisdom: Whittling Away at Uncertainty

September 20, 2026September 20, 2026 B. John 115 Views 0 Comments Reflection, wisdom, decision-making, uncertainty, judgment, self-knowledge, experience, Stoicism

This entry is in the series The Stoic Virtues

This entry is in the series Journey Through Stoicism

How do we know when we are wise?

I have been thinking about that question because wisdom may be the hardest Stoic virtue to define. Courage, justice, and temperance all give us something concrete to work with. Wisdom feels different. We rarely have all the information we want, yet life still requires us to decide, act, adjust, and sometimes admit we were wrong.

In Whittling Away at Uncertainty, I look at some decisions I would make differently today, a new job I am about to begin, and what experience has taught me about research, judgment, and knowing when enough information is enough. Wisdom may not be about certainty. It could be learning how to make the best decision we can, then having the courage to begin.

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The Decision Was Mine-The Outcome Was Not

June 18, 2026 B. John 470 Views 1 Comment wisdom, regret, decision-making, uncertainty, job loss, self-respect, Stoicism, Resilience, Dichotomy of Control

This entry is in the series Journey Through Stoicism

Lately, life has been asking for more decisions than usual. Not small ones, but the kind that seem to carry a future inside them. Work. Money. Health insurance. A parent’s care. A funeral. An estate. What to keep. What to let go. What to protect. What to release. In this season, I have learned that decision-making is not only a matter of logic. It also carries emotional weight, especially when the outcome remains uncertain.

In this essay, I reflect on a difficult job-search decision that still brings occasional regret, and how Stoic philosophy helps me think about it more clearly. The Stoics remind us that we can control the care, judgment, and integrity we bring to a decision. We cannot control the outcome. That distinction does not eliminate uncertainty, but it does offer a kind of mercy. Sometimes the best we can do is choose honestly from the place where we stand, then release what was never fully ours to command.